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Stereoselective Synthesis of 2-Deoxy Glycosides via Iron Catalysis.

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An Fe-catalyzed 2-deoxy glycosylation method was developed from 3,4-O-carbonate glycals directly at room temperature. This novel approach enabled facile access to alkyl and aryl 2-deoxy glycosides in high yields with… Click to show full abstract

An Fe-catalyzed 2-deoxy glycosylation method was developed from 3,4-O-carbonate glycals directly at room temperature. This novel approach enabled facile access to alkyl and aryl 2-deoxy glycosides in high yields with exclusive α-stereoselectivity, tolerating various alcohols, phenols, and glycals. The synthetic utility and advantage of this strategy have been demonstrated by the modification of six natural products and the construction of a tetrasaccharide.

Keywords: synthesis deoxy; glycosides via; deoxy glycosides; stereoselective synthesis; deoxy; via iron

Journal Title: Organic letters
Year Published: 2023

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